Isle of Wight - Island beach holidays

Self-catering holiday cottages on The Isle of Wight

The Isle of Wight, situated in the English Channel off the coast of Hampshire near Portsmouth, is itself a county and has been a popular holiday destination for over 150 years. Because of its location, it has a maritime tradition stretching back even further and is world-renown for the manufacture of boats and maritime equipment of all descriptions, including hovercrafts, flying boats and even space rockets.

Because of its popularity as a destination, there is plenty of accommodation throughout the island, your only choice being on whether you want to be central for walking, cycling, dog-walking or shopping. There are plenty of self catering cottages of all sizes and descriptions, and you will never be too far away (at worst, “comfortably far away”) from shops for provisions or a restaurant or two giving you a break from cooking duties.

Exterior | Greystone Cottage, Whitwell, near Ventnor

Greystone Cottage, Whitwell, near Ventnor, Isle of Wight, PO38 2PY.

Discover tranquillity in a newly refurbished stone cottage nestled within the picturesque countryside of Whitwell. This idyllic retreat offers timeless charm, modern comforts, and the...

  • Enclosed Garden/Patio
  • Short Breaks All Year
  • Dishwasher
  • Fuel and Power Included
  • Rural Location
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Luxury Collection
  • Washing Machine
  • Pets – not allowed
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Living area | Seaview, Wootton Bridge

Seaview, Wootton Bridge, Isle of Wight, PO33 4JX.

Indulge in the spaciousness of this three-bedroom apartment with charming views of Wootton Creek and enjoy easy access to all local amenities for a convenient and comfortable stay.

  • Dishwasher
  • Fuel and Power Included
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Washing Machine
  • Pets – not allowed
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Living area | The Apricot Tree, Carisbrooke, Near Newport

The Apricot Tree, Carisbrooke, Near Newport, Isle of Wight, PO30 1PA.

Nestled in nature’s embrace, this charming 2-bedroom cottage offers tranquility and breathtaking views of Carisbrooke Castle. A picturesque escape, where history meets serenity in a...

  • Enclosed Garden/Patio
  • Dishwasher
  • Fuel and Power Included
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Washing Machine
  • Pets – not allowed
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Living room | Delaware 7, Norton, near Yarmouth

Delaware 7, Norton, near Yarmouth, Isle of Wight, PO41 0RJ.

Delaware 7 is a tranquil haven on the Isle of Wight, surrounded by an area of outstanding beauty. Its serene atmosphere and stunning surroundings create a perfect retreat for relaxation with...

  • Enclosed Garden/Patio
  • Short Breaks All Year
  • Dishwasher
  • Fuel and Power Included
  • Highchair
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Pets – not allowed
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Exterior | Chine Bluff, Shanklin

Chine Bluff, Shanklin, Isle of Wight, PO37 6BN.

Ideally situated on Shanklin’s Esplanade, Chine Bluff is perfect for a small family with children, offering panoramic views over Sandown Bay, on towards Culver Cliff and beyond.

  • Golf nearby
  • Pub within 1 mile
  • Short Breaks All Year
  • Dishwasher
  • Fuel and Power Included
  • Sea View
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Washing Machine
  • Pets – not allowed
  • Seaside
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Exterior | Beech Cottage, St Lawrence, nr. Ventnor

Beech Cottage, St Lawrence, near Ventnor, Isle of Wight, PO38 1XW.

Nestled moments from the coastal path, Beech Cottage provides the perfect seaside retreat for a small family or friends alike.

  • 2 Pets welcome
  • Enclosed Garden/Patio
  • Short Breaks All Year
  • Dishwasher
  • Highchair
  • Sea View
  • Pets – no charge
  • Rural Location
  • Stairgate
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Washing Machine
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Living room/dining room | Hill Top Barn - Fair Isle Holiday Cottages, Newport

Fair Isle Holiday Cottages - Hill Top Barn, Newport, Isle of Wight, PO30 2NW.

Within easy driving distance of the islands capital, Newport, and just 10 minutes drive from the seaside resort of Ryde.

  • 2 Pets welcome
  • Enclosed Garden/Patio
  • Pub within 1 mile
  • Short Breaks All Year
  • Dishwasher
  • Fuel and Power Included
  • Highchair
  • Pets – no charge
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Washing Machine
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Exterior | Cockerwell, Newchurch, near Sandown

Cockerwell, Newchurch, near Sandown, Isle of Wight, PO36 0LZ.

A beautifully furnished holiday home ideal for family or a group of friends complete with childrens play area and games room.

  • 1 Pet welcome
  • Enclosed Garden/Patio
  • Pub within 1 mile
  • Dishwasher
  • Fuel and Power Included
  • Highchair
  • Pets – no charge
  • Television
  • WiFi
  • Bed Linen Included
  • Cot Available
  • Washing Machine
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Charming 17th century stone built holiday home | Westgate Cottage, St Lawrence, near Ventnor

Westgate Cottage, St Lawrence, near Ventnor, Isle of Wight, PO38 1UW.

This property nestles within an Area of Outstanding Natural Beauty, making it ideal for exploring the countryside and many coastal walks.

  • 3 Pets welcome
  • Enclosed Garden/Patio
  • Short Breaks All Year
  • Dishwasher
  • Fuel and Power Included
  • Highchair
  • Pets – no charge
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Washing Machine
View Property Details

The Isle of Wight - thing to do on an Island holiday

Maritime tradition aside, the Isle is also known for its fabulous cliffs and quarries, wonderful wildlife (one of the few places in England to have no grey squirrels and where the native and rare British red squirrels actually flourish) and possibly the best dinosaur fossils in Europe. Its climate is slightly more temperate, being milder, sunnier, sees virtually no snow and much less frost than the mainland - perfect for a vacation year round.

There is a very old Victorian joke that says the locals didn’t like boats because they preferred Cowes to Ryde (two towns on the island), the former being the island’s international sailing centre, the latter, the largest town on the island and the record-holder for the oldest se pier in England. For those seeking a dose of serious retail therapy, Newport followed by Ryde are the island’s main formal shopping areas. Cowes is famous for the world-famous Cowes Week (sailing and boating), while the town of Sandown is popular as home of the Dinosaur Museum, the Isle of Wight Zoo and one of the Isle of Wight’s two 10-hole golf courses. Ventnor, to the south, sits above the highly-popular Ventnor Bay and harbour. Meanwhile the town of Shanklin pulls in the people to its sandy beaches because of its higher-than-mainland England levels of sunshine.